Search Hotels with Pool in Pienza

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Pienza Hotels with Pool

Top Pienza Hotels with Pool

Interior
Hotel Rutiliano Centro Benessere

Hotel Rutiliano Centro Benessere

3.0 star property
Pienza
  • Hot tub
8.6 out of 10, Excellent, (7)
Spa-goers relish the Rutiliano Wellness Center's facials, body scrubs, and massages before floating in the seasonal outdoor pool. Mountain adventures await nearby with hiking trails accessible from this tranquil Italian retreat featuring a sauna and steam room.
Hotel Rutiliano Centro Benessere
Outdoor pool
Agriturismo Il Macchione

Agriturismo Il Macchione

Pienza
  • Outdoor pool
9.6 out of 10, Exceptional, (55)
Poolside relaxation awaits at this Tuscan haven, where guests can swim surrounded by countryside views before exploring nearby trails on rented bicycles. Fresh, delicious breakfasts fuel days of horseback riding and winery experiences.
Agriturismo Il Macchione
Seasonal outdoor pool
Podere Spedalone

Podere Spedalone

1.0 star property
Pienza
  • Pool
  • Breakfast included
  • Pet-friendly
  • Parking included
  • Free WiFi
  • Restaurant
9.4 out of 10, Exceptional, (42)
Sparkling waters invite poolside relaxation from May through October at this authentic Tuscan retreat. Beyond swimming, guests savour delicious local cuisine at La Pecora Bianca restaurant, explore nearby hiking trails, or arrange bicycle rentals for countryside adventures.
Podere Spedalone
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas
Hotel San Gregorio

Hotel San Gregorio

3.0 star property
Pienza
  • Pool loungers
9.4 out of 10, Exceptional, (133)
Refreshing dips await at the seasonal outdoor pool, complete with sun loungers and umbrellas for perfect relaxation. Beyond swimming, this Tuscan-style hotel offers mountain biking trails, bicycle rentals, and a restaurant serving local cuisine.
The price is 4.584.908 ₫
5.227.129 ₫ total
includes taxes & fees
5 Dec - 6 Dec
Hotel San Gregorio
Games room
Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort

5.0 star property
Trequanda
  • Pool loungers
9.8 out of 10, Exceptional, (94)
Poolside relaxation awaits with comfortable sun loungers and umbrellas from April to November. Bicycle rentals invite exploration of nearby hiking trails while the restaurant serves delicious Italian cuisine crafted from fresh, organic local ingredients.
The price is 2.996.336 ₫
3.387.835 ₫ total
includes taxes & fees
23 Nov - 24 Nov
Borgo Sant'Ambrogio Resort
Seasonal outdoor pool, open 9:30 AM to 7:00 PM, pool loungers
Hotel Vecchia Oliviera

Hotel Vecchia Oliviera

3.0 star property
Montalcino
  • Pool loungers
9.6 out of 10, Exceptional, (62)
Dive into the seasonal outdoor pool, surrounded by sun loungers from June to September. Bicycle rentals provide an ideal way to explore nearby Museum of Brunello, while the rooftop terrace showcases stunning town views.
Hotel Vecchia Oliviera
Seasonal outdoor pool
Agriturismo Beata Vanna

Agriturismo Beata Vanna

Fabro
  • Hot tub
10.0 out of 10, Exceptional, (2)
The price is 3.632.851 ₫
3.996.136 ₫ total
includes taxes & fees
27 Nov - 28 Nov
Agriturismo Beata Vanna
Seasonal outdoor pool, pool loungers
Podere Pietreta

Podere Pietreta

Radicofani
  • Pool loungers
8.8 out of 10, Excellent, (15)
Swimming bliss awaits at this rustic farm stay's seasonal outdoor pool, complete with sun loungers and a dedicated children's pool. Cyclists will appreciate bike rentals while families enjoy the playground and picnic area amid the scenic countryside.
The price is 2.189.732 ₫
2.531.192 ₫ total
includes taxes & fees
17 Nov - 18 Nov
Podere Pietreta
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas
Agriturismo La Terra

Agriturismo La Terra

Montepulciano
  • Pool loungers
9.6 out of 10, Exceptional, (19)
Surrounded by rustic Italian countryside, this farm stay offers a seasonal outdoor pool with sun loungers and umbrellas. Little ones splash in the children's pool while adults enjoy hiking trails, mountain biking, and complimentary bicycles for scenic adventures.
Agriturismo La Terra
Outdoor dining
Thalassa Locanda B&B e Appartamento

Thalassa Locanda B&B e Appartamento

Arcidosso
  • Pet-friendly
  • Parking included
  • Free WiFi
  • Restaurant
  • Air conditioning
  • Breakfast available
9.6 out of 10, Exceptional, (16)
The price is 2.353.586 ₫
2.680.932 ₫ total
includes taxes & fees
18 Nov - 19 Nov
Thalassa Locanda B&B e Appartamento
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top Pienza Hotel Reviews

Tenuta Santo Pietro

Tenuta Santo Pietro

10/10 Excellent
"Great countryside stay"
Josh 2-night trip
Posted 2 months ago
Tenuta Santo Pietro

Explore a world of travel with Expedia

Frequently asked questions

What's it like visiting Pienza?
If spending time by the pool is your idea of the perfect getaway, you may want to explore luxurious Pienza, which has 9 places to stay with pools. While you're visiting, you can explore sights such as Palazzo Piccolomini and Historic Centre of Pienza, and then relax and unwind poolside at one of the accommodation options in Pienza that guests like for their pools.
How many hotels with pools will I find in Pienza?
Expedia has 9 hotels in Pienza for your poolside break.
What is there to see and do in Pienza?
Make a point to visit attractions such as Historic Centre of Pienza and RI Crea RE. During your stay, visit sights such as Palazzo Piccolomini, Pienza Cathedral and Monastery of Sant'Anna in Camprena.
When is the best time to book a hotel with a pool in Pienza?
You may want to think about a place to stay with an outdoor swimming pool if you plan to visit Pienza in the warmest months of August, July or June, when the average temp is 21°C. Accommodation offering an indoor pool may be the way to go if you are visiting during the coldest months of January, February or December, when the average temperature is 5°C.